Osceola Homes with Sailboat Water Water Frontage

Osceola Homes with Sailboat Water Water Frontage

Welcome to Osceola County, Florida, a vibrant and picturesque destination that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, diverse recreational opportunities, and rich cultural heritage. With its proximity to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy the best of both worlds—serene suburban life and the excitement of theme parks, shopping, and dining.

One of the most coveted features of Osceola County is its stunning homes with sailboat water frontage. Imagine waking up each morning to breathtaking views of sparkling waters, where you can step right out of your backyard and onto your sailboat. These properties offer not only a unique lifestyle but also access to some of Florida’s finest waterways, making them a haven for boating enthusiasts and nature lovers alike. Whether you’re gliding through the tranquil lakes or casting a line for a day of fishing, the waterfront lifestyle here is simply unparalleled.

In addition to water activities, Osceola County boasts a rich array of parks, nature reserves, and trails, perfect for hiking, biking, and exploring the great outdoors. With a warm climate year-round, residents can enjoy an active lifestyle, soaking in the sun while taking advantage of the county’s many amenities.

Discover your dream home in Osceola County, where the charm of waterfront living meets the thrill of adventure. Embrace a lifestyle that’s as vibrant as the sunsets over the water, and make every day a new opportunity for exploration and relaxation.

Newest Osceola Homes with Sailboat Water Water Frontage

$285,000
3 Beds ⋅ 3 Baths ⋅ Bellalago Pod G Townhomes SubDv. ⋅ 34746 Zip Code
Virtually Staged. Modern 3-bedroom, 2.5-bath townhome built in 2024, located in the resort-style Bellalago community in Kissimmee. This 1,550 sqft residence features a contemporary open layout with a family room connected to a modern kitchen equipped with stainless steel appliances, quartz countertops, and a spacious pantry. The first floor includes a convenient half bath. All bedrooms are located on the second floor, including a primary suite with a private bathroom, two additional bedrooms, and a full bath. Washer and dryer included. Excellent school proximity: Bellalago Academy (K–8) only 0.5 miles away, Liberty High School 2.5 miles away Bellalago is a gated community with 24/7 security, offering resort-style amenities such as pools, fitness center, sports courts, parks, clubhouse, restaurant, dog park, and access to Lake Tohopekaliga.

3607 Main Harbor Drive, Kissimmee
$517,000
5 Beds ⋅ 5 Baths ⋅ Cumbrian Lakes Resort Ph 1 SubDv. ⋅ 34746 Zip Code
ASSUMABLE VA LOAN AT 5.75% FOR QUALIFIED BUYERS – SUBJECT TO LENDER APPROVAL & BUYER QUALIFICATION! Welcome to 4602 Cumbrian Lakes Drive, a beautifully maintained and fully furnished 5-bedroom, 5-bathroom pool home located in the gated Cumbrian Lakes community, just minutes from Walt Disney World, shopping, dining, and Central Florida’s top attractions. Originally built as the community’s model home, this spacious residence offers over 2,600 square feet of living space with soaring vaulted ceilings, an open and functional floor plan, and a premium conservation lot with peaceful nature preserve views and no rear neighbors. The community features scenic walking trails through the preserve, including a charming bridge overlooking the pond, providing the perfect setting to enjoy Florida’s natural beauty. Recent upgrades provide exceptional value and peace of mind, including a new Carrier A/C system and furnace (2024), roof replacement (2018), pool heater (2025), updated GFI outlets with USB ports (2024), luxury vinyl flooring, fresh interior and exterior paint, new pool enclosure screens, keyless entry, security system, and new televisions throughout. The thoughtfully designed floor plan features two bedrooms on the first floor, while upstairs you'll find the expansive primary suite complete with a spacious ensuite bathroom, dual closets, and a huge private balcony overlooking the conservation area, along with two additional guest bedrooms. The kitchen is equipped with stainless steel appliances and a breakfast area, while the generous living and dining spaces are ideal for entertaining and everyday living. Step outside to your private screened-in pool retreat featuring a child safety fence, outdoor shower, convenient pool bath, and newly installed grab bar. Short-term rentals are permitted, making this property an excellent primary residence, vacation getaway, or income-producing investment opportunity.

4602 Cumbrian Lakes Drive, Kissimmee
$699,000
4 Beds ⋅ 4 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code
Welcome to 2341 Eagle Talon Ct, Kissimmee, FL 34746 — a beautifully remodeled 4-bedroom, 3.5-bath waterfront home located on a quiet cul-de-sac in the highly sought-after Bellalago community. This rare property offers direct access to Lake Tohopekaliga with a private dock ready for your boat, making it a true Florida boater’s dream. Backing up to a protected conservation area and eagle preserve with no rear neighbors, the home delivers unmatched privacy and peaceful water views. Step outside to a large open-air seating area overlooking the water and conservation, perfect for morning coffee, sunset evenings, or entertaining guests in a serene natural setting. Inside, you’ll find modern upgrades, stainless steel appliances, and elegant finishes throughout. A highly desirable main-floor mini suite adds flexibility for guests or multigenerational living. The luxurious primary suite features double sinks, a garden tub, and a spacious walk-in shower designed for comfort and relaxation. Upstairs, the home includes two additional bedrooms along with a massive loft space that can easily serve as a movie theater, entertainment room, game room, or home office. Additional highlights include a spacious 3-car garage, thoughtfully updated interiors, and a layout designed for both everyday living and entertaining. Outdoor living continues beyond the home with access to community basketball and volleyball courts, as well as a dog park for your furry family members. Located inside the gated community of Bellalago, residents enjoy world-class resort-style amenities including resort pools, fitness centers, tennis and pickleball courts, walking and biking trails, lakeside parks, boat ramps with direct access to Lake Toho, fishing piers, and 24-hour guarded security. All of this is just minutes from Disney, Orlando attractions, shopping, and dining.

2341 Eagle Talon Court, Kissimmee
$437,000
4 Beds ⋅ 3 Baths ⋅ Shingle Creek Reserve At The Oaks Ph 3 & 4 SubDv. ⋅ 34746 Zip Code
PRICE DROP! Welcome to this beautifully upgraded contemporary home located in the highly sought-after Shingle Creek Reserve at The Oaks, one of Central Florida’s premier boating and golf communities. Backing onto a peaceful conservation area with no rear neighbors, this stunning two-story residence offers the perfect combination of privacy, modern comfort, and outdoor living. From the moment you arrive, you’ll notice the extensive upgrades and attention to detail that make this home truly stand out. Inside, the bright open-concept layout is designed for both everyday living and entertaining, featuring elegant tile flooring throughout the entire main level. All four bedrooms are privately situated upstairs, along with a spacious bonus area that can easily serve as a man cave, media room, playroom, or home office. The beautifully remodeled kitchen showcases white granite countertops, upgraded Samsung stainless steel appliances, custom cabinetry, and modern finishes that create a clean and sophisticated feel. The washer and dryer are also included, making this home completely move-in ready. The primary suite offers a relaxing retreat with a walk-in shower featuring built-in seating and safety grab bars for added comfort and convenience. The home has been thoughtfully updated with a newer 2022 roof, foam insulation for improved energy efficiency, hurricane-impact windows, upgraded front doors, modern light fixtures, ceiling fans, and updated door hardware throughout. Additional features include granite countertops in the secondary bathrooms, exterior security cameras, two updated AC units (September 2021), solar features, and a spacious two-car garage equipped with a Tesla charger and added storage solutions. Beyond the home itself, residents enjoy access to an incredible lifestyle community complete with boating access and a private boat launch to Lake Tohopekaliga, nearby championship golf courses, tennis courts, pickleball courts, basketball courts, scenic walking trails, a clubhouse, lake-view dock, and neighborhood parks. Conveniently located near major highways, shopping, dining, entertainment, and The Loop, this exceptional property perfectly blends luxury living with an active outdoor lifestyle. Whether you’re searching for a peaceful retreat, a beautifully upgraded family home, or a property in a vibrant boating and golf community, this home offers it all. Schedule your private showing today and experience everything this remarkable home has to offer.

2926 Boating Boulevard, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ The Terraces At Storey Lake Condo 2 Ph 6 SubDv. ⋅ 34746 Zip Code
Welcome to 3121 Paradox Circle #301 — a beautifully appointed, fully furnished, turn-key waterfront condo located in the highly sought-after Storey Lake Resort. This spacious 3-bedroom, 2-bath residence offers the perfect blend of comfort, style, and investment potential, ideal as a vacation home or short-term rental.Step inside to find an open-concept layout with modern finishes, a well-equipped kitchen, and a bright living area that flows seamlessly to a private balcony overlooking serene water views. The thoughtfully designed split floor plan provides privacy for guests, while the primary suite features a relaxing retreat with an en-suite bath.Storey Lake Resort is known for its world-class amenities, including a resort-style pool, lazy river, water slides, splash pad, fitness center, clubhouse, tiki bar, mini golf, sports courts, and kayak rentals. Residents and guests enjoy a true vacation lifestyle just steps from their door.Ideally located just minutes from Walt Disney World, Universal Studios, and other major theme parks, as well as premier shopping, dining, and entertainment, this condo offers unbeatable convenience in the heart of Central Florida.Don’t miss this opportunity to own a fully turn-key waterfront property in one of Orlando’s most popular resort communities!

3121 Paradox Circle Unit 301, Kissimmee
Start Your Search